Synergistic insecticidal mixtures

ABSTRACT

The invention relates to insecticidal mixtures of spinosyns and agonists or antagonists of nicotinic acetylcholine receptors for protecting plants against attack by pests.

[0001] The invention relates to synergistic insecticidal mixtures of oneor more spinosyns and agonists or antagonists of nicotinic acetylcholinereceptors and to their use for controlling animal pests.

[0002] It is already known that spinosyns can be used for controllinginsects (WO 97/00265, WO 93/09126, WO 94/20518, U.S. Pat. No. 5,362,634,U.S. Pat. No. 5,202,242, U.S. Pat. No. 5,670,364, U.S. Pat. No.5,227,295, see also DowElanco trade magazine Down to Earth, Vol. 52, No.1, 1997).

[0003] However, spinosyns on their own do not always exhibitsatisfactory insecticidal activity.

[0004] Furthermore, it is known that agonists and antagonists ofnicotinic acetylcholine receptors can be used for controlling insects.

[0005] It has now been found that mixtures of spinosyns and at least oneagonist or antagonist of acetylcholine receptors of the formula (III)are synergistically effective and suitable for controlling animal pests.Owing to this synergism, it is possible to employ considerably loweramounts of active compounds, i.e. the activity of the mixture is greaterthan the activity of the individual components.

[0006] The spinosyns are known compounds. The fermentation product (A83543) described in U.S. Pat. No. 5,362,634 comprises various compoundswhich are referred to as spinosyn A, B, C etc. (cf. WO 97/00265, WO93/09126 and WO 94/20518). The spinosyns can be represented by theformulae (I) and (II) below. (I)

Compound R^(1′) R^(2′) R^(3′) R^(4′) R^(5′) R^(6′) R^(7′) spinosyn A HCH₃

C₂H₅ CH₃ CH₃ CH₃ spinosyn B H CH₃

C₂H₅ CH₃ CH₃ CH₃ spinosyn C H CH₃

C₂H₅ CH₃ CH₃ CH₃ spinosyn D CH₃ CH₃

C₂H₅ CH₃ CH₃ CH₃ spinosyn E H CH₃

CH₃ CH₃ CH₃ CH₃ spinosyn F H H

C₂H₅ CH₃ CH₃ CH₃ spinosyn G H CH₃

C₂H₅ CH₃ CH₃ CH₃ spinosyn H H CH₃

C₂H₅ H CH₃ CH₃ spinosyn J H CH₃

C₂H₅ CH₃ H CH₃ spinosyn K H CH₃

C₂H₅ CH₃ CH₃ H spinosyn L CH₃ CH₃

C₂H₅ CH₃ H CH₃ spinosyn M H CH₃

C₂H₅ CH₃ H CH₃ spinosyn N CH₃ CH₃

C₂H₅ CH₃ H CH₃ spinosyn O CH₃ CH₃

C₂H₅ CH₃ CH₃ H spinosyn P H CH₃

C₂H₅ CH₃ H H spinosyn Q CH₃ CH₃

C₂H₅ H CH₃ CH₃ spinosyn R H CH₃

C₂H₅ H CH₃ CH₃ spinosyn S H CH₃

CH₃ H CH₃ CH₃ spinosyn T H CH₃

C₂H₅ H H CH₃ spinosyn U H CH₃

C₂H₅ H CH₃ H spinosyn V CH₃ CH₃

C₂H₅ H CH₃ H spinosyn W CH₃ CH₃

C₂H₅ CH₃ H H spinosyn Y H CH₃

C₂H₅ CH₃ CH₃ H spinosyn A H CH₃ H C₂H₅ CH₃ CH₃ CH₃ 17-Psa spinosyn D CH₃CH₃ H C₂H₅ CH₃ CH₃ CH₃ 17-Psa spinosyn E H CH₃ H C₂H₅ CH₃ CH₃ CH₃ 17-Psaspinosyn F H H H C₂H₅ CH₃ CH₃ CH₃ 17-Psa spinosyn H H CH₃ H C₂H₅ H CH₃CH₃ 17-Psa spinosyn J H CH₃ H C₂H₅ CH₃ H CH₃ 17-Psa spinosyn L CH₃ CH₃ HC₂H₅ CH₃ H CH₃ 17-Psa

[0007] and (II)

Compound R^(1′) R^(2′) R^(3′) R^(4′) R^(5′) spinosyn A 9-Psa H CH₃

C₂H₅ H spinosyn D 9-Psa CH₃ CH₃

C₂H₅ H spinosyn A H CH₃ H C₂H₅ H aglycone spinosyn D CH₃ CH₃ H C₂H₅ Haglycone

[0008] Semisynthetic spinosyns of the formula (Ia)

[0009] in which

[0010] A and B each represent a single bond, a double bond or an epoxideunit,

[0011] R represents

[0012] or R^(8′)—O,

[0013] R¹ represents hydrogen or methyl,

[0014] R², R³ and R⁴ independently of one another each representC₁-C₄-alkyl, C₁-C₄-halogenoalkyl, C₁-C₄-alkylcarbonyl or protectedhydroxyl,

[0015] R⁵ represents hydrogen, C₁-C₄-alkyl, C₁-C₄-alkylamino orrepresents alkylhydroxylamino of the formula

[0016] in which

[0017] R¹⁰ and R¹¹ independently of one another each represent hydrogen,C₁-C₄-alkyl or C₁-C₅-alkylcarbonyl,

[0018] R⁶ represents hydrogen or methyl,

[0019] R⁷, R⁸ and R⁸ independently of one another each representC₁-C₄-alkyl, C₁-C₄-halogenoalkyl or C₁-C₄-alkylcarbonyl or representprotected amino and

[0020] R⁹ represents methyl or ethyl

[0021] are also known (WO 97/00 265).

[0022] The compounds disclosed in WO 97/00 265 are expresslyincorporated into the present application by way of reference.

[0023] The mixtures according to the invention comprise at least onespinosyn of the formula (I), (Ia) or (II).

[0024] Preference is given to synergistic mixtures with at least onespinosyn of the formula (I) or (II).

[0025] Particular preference is given to synergistic mixtures whichcomprise a mixture of spinosyn A and spinosyn D, where the ratio ofspinosyn A to spinosyn D is generally between approximately 80:20 andapproximately 98:2, and where preference is given to a value ofapproximately 85:15.

[0026] Very particular preference is given to using Spinosad (see, forexample, DowElanco trade magazine Down to Earth, vol. 52, No. 1, 1997and literature cited therein) which essentially consists of a mixture ofspinosyn A and spinosyn D in a ratio of approximately 85:15.

[0027] Use is made, in particular, of the fermentation product A 83543known from U.S. Pat. No. 5,362,634 which comprises approximately 85 to90% of spinosyn A, approximately 10 to 15% of spinosyn D and smalleramounts of the spinosyns B, C, E, F, G, H and J.

[0028] It is also possible to use the acid addition salts describedtherein.

[0029] The agonists and antagonists of the nicotinic acetylcholinereceptors are known compounds which are known from the followingpublications:

[0030] European Published Specifications Nos. 464 830, 428 941, 425 978,386 565, 383 091, 375 907, 364 844, 315 826, 259 738, 254 859, 235 725,212 600, 192 060, 163 855, 154 178, 136 636, 136 686, 303 570 302 833,306 696, 189 972, 455 000, 135 956, 471 372, 302 389, 428 941, 376 279,493 369, 580 553, 649 845, 685 477, 483 055, 580 553;

[0031] German Offenlegungsscliriften Nos. 3 639 877, 3 712 307;

[0032] Japanese Published Specifications Nos. 03 220 176, 02 207 083, 63307 857, 63 287 764, 03 246 283, 04 9371, 03 279 359, 03 255 072, 05 178833, 07 173 157, 08 291 171;

[0033] U.S. Pat. Nos. 5,034,524, 4,948,798, 4,918,086, 5,039,686,5,034,404, 5,532,365, 4,849,432;

[0034] PCT Applications Nos. WO 91/17 659, 91/4965;

[0035] French Application No. 2 611 114;

[0036] Brazilian Application No. 88 03 621.

[0037] All the generic formulae and definitions described in thesepublications, and also the individual compounds described therein, areexpressly incorporated herein by reference.

[0038] Some of these compounds are summarized under the termnitromethylenes, nitroimines and related compounds.

[0039] Preferably, these compounds can be summarized under the formula(III)

[0040] in which

[0041] R represents hydrogen or represents optionally substitutedradicals selected from the group consisting of acyl, alkyl, aryl,aralkyl, heterocyclyl, heteroaryl or heteroarylalkyl;

[0042] A represents a monofunctional group selected from the groupconsisting of hydrogen, acyl, alkyl, aryl or represents a bifunctionalgroup which is linked to the radical Z;

[0043] E represents an electron-withdrawing radical;

[0044] X represents the radicals —CH═ or ═N—, where the radical —CH═ maybe linked to the radical Z instead of an H atom;

[0045] Z represents a monofunctional group selected from the groupconsisting of alkyl, —O—R, —S—R,

[0046] where the radicals R are identical or different and are asdefined above,

[0047] or represents a bifunctional group which is linked to the radicalA or the radical X.

[0048] Particular preference is given to compounds of the formula (III)in which the radicals have the following meaning:

[0049] R represents hydrogen and represents optionally substitutedradicals selected from the group consisting of acyl, alkyl, aryl,aralkyl, heterocyclylalkyl, heteroaryl, heteroarylalkyl.

[0050] Examples of acyl radicals are formyl, alkylcarbonyl,arylcarbonyl, alkylsulphonyl, arylsulphonyl,(alkyl-)-(aryl-)-phosphoryl, which may themselves be substituted.

[0051] Examples of alkyl are C₁-C₁₀-alkyl, in particular C₁-C₄-alkyl,specifically methyl, ethyl, i-propyl, sec- or t-butyl, which maythemselves be substituted.

[0052] Examples of aryl are phenyl, naphthyl, in particular phenyl.

[0053] Examples of aralkyl are phenylmethyl, phenethyl.

[0054] An example of heterocyclylalkyl is the radical

[0055] Examples of heteroaryl are heteroaryl having up to 10 ring atomsand N, O, S, in particular N, as heteroatoms. Specific examples arethienyl, furyl, thiazolyl, imidazolyl, pyridyl, benzothiazolyl,pyridazinyl.

[0056] Examples of heteroarylalkyl are heteroarylmethyl, heteroarylethylhaving up to 6 ring atoms and N, O, S, in particular N, as heteroatoms,in particular optionally substituted heteroaryl as defined underheteroaryl.

[0057] Substituents which may be mentioned by way of example and by wayof preference are:

[0058] alkyl having preferably 1 to 4, in particular 1 or 2, carbonatoms, such as methyl, ethyl, n- and i-propyl and n-, i- and t-butyl;alkoxy having preferably 1 to 4, in particular 1 or 2, carbon atoms,such as methoxy, ethoxy, n- and i-propyloxy and n-, i- and t-butyloxy;alkylthio having preferably 1 to 4, in particular 1 or 2, carbon atoms,such as methylthio, ethylthio, n- and i-propylthio and n-, i- andt-butylthio; halogenoalkyl having preferably 1 to 4, in particular 1 or2, carbon atoms and preferably 1 to 5, in particular 1 to 3, halogenatoms, the halogen atoms being identical or different, and preferredhalogen atoms being fluorine, chlorine or bromine, in particularfluorine, such as trifluoromethyl, hydroxyl; halogen, preferablyfluorine, chlorine, bromine and iodine, in particular fluorine, chlorineand bromine, cyano; nitro; amino; monoalkyl- and dialkylamino havingpreferably 1 to 4, in particular 1 or 2, carbon atoms per alkyl group,such as methylamino, methylethylamino n- and i-propylamino andmethyl-n-butylamino; carboxyl; carbalkoxy having preferably 2 to 4, inparticular 2 or 3, carbon atoms, such as carbomethoxy and carboethoxy;sulpho (SO₃H); alkylsulphonyl having preferably 1 to 4, in particular 1or 2, carbon atoms, such as methylsulphonyl and ethylsulphonyl;arylsulphonyl having preferably 6 or 10 arylcarbon atoms, such asphenylsulphonyl, and also heteroarylamino and heteroarylalkylamino suchas chloropyridylamino and chloropyridylmethylamino.

[0059] A represents hydrogen or represents an optionally substitutedradical selected from the group consisting of acyl, alkyl, aryl, whichare preferably as defined under R, A furthermore represents abifunctional group. Examples include optionally substituted alkylenehaving 1 to 4, in particular 1 to 2, C atoms, examples of substitutentsbeing the substituents which have been mentioned further above (andwhere the alkylene groups may be interrupted by heteroatoms from thegroup consisting of N, O, S).

[0060] A and Z together with the atoms to which they are attached mayform a saturated or unsaturated heterocyclic ring. The heterocyclic ringmay contain a further 1 or 2 identical or different heteroatoms and/orheterogroups. Preferred heteroatoms are oxygen, sulphur or nitrogen, andpreferred heterogroups are N-alkyl, where the alkyl of the N-alkyl groupcontains preferably 1 to 4, in particular 1 or 2, carbon atoms. Examplesof alkyl include methyl, ethyl, n- and i-propyl and n-, i- and t-butyl.The heterocyclic ring contains 5 to 7, preferably 5 or 6 ring members.

[0061] Examples of compounds of the formula (III) in which R and Ztogether with the atoms to which they are attached form a ring includethe following:

[0062] in which

[0063] E, R and X are each as defined above and further below.

[0064] E represents an electron-withdrawing radical, specific examplesbeing NO₂, CN, halogenoalkylcarbonyl such ashalogeno-C₁-C₄-alkylcarbonyl, for example COCF₃, alkylsulphonyl (forexample SO₂—CH₃), halogenoalkylsulphonyl (for example SO₂CF₃) and withparticular preference NO₂ or CN.

[0065] X represents —CH═ or —N═.

[0066] Z represents an optionally substituted radical selected from thegroup consisting of alkyl, —OR, —SR, —NRR, where R and the substituentsare preferably as defined above.

[0067] Z may, in addition to the ring mentioned above, together with theatom to which it is attached and the radical

[0068] instead of X, form a saturated or unsaturated heterocyclic ring.The heterocyclic ring may contain a further 1 or 2 identical ordifferent heteroatoms and/or heterogroups. Preferred heteroatoms areoxygen, sulphur or nitrogen and preferred heterogroups are N-alkyl,where the alkyl or N-alkyl group contains preferably 1 to 4, preferably1 or 2, carbon atoms. Examples of alkyl include methyl, ethyl, n- andi-propyl and n-, i- and t-butyl. The heterocyclic ring contains 5 to 7,preferably 5 or 6, ring members. Examples of the heterocyclic ringinclude pyrrolidine, piperidine, piperazine, hexamethyleneimine,morpholine and N-methylpiperazine.

[0069] The agonists and antagonists of the nicotinic acetylcholinereceptors are particularly preferably compounds of the formula (III) inwhich

[0070] where

[0071] n represents 0, 1 or 2, and preferably represents 1,

[0072] subst. represents one of the substituents mentioned above,especially halogen, in particular chlorine, and A, Z, X and E are asdefined above.

[0073] The following compounds are specific examples:

[0074] Very particularly preferred agonists and antagonists of thenicotinic acetylcholine receptors are compounds of the followingformulae:

[0075] in particular a compound of the following formulae

[0076] Very particular preference is given to the compounds of theformulae (IIIa), (IIIk), (IIIl).

[0077] Furthermore, very particular preference is given to the compoundsof the formulae (IIIe), (IIIg), (IIIh), (IIIm), (IIIc).

[0078] The active compound mixtures are suitable for controlling animalpests, in particular insects, arachnids and nematodes, encountered inagriculture, in forests, in the protection of stored products and in thehygiene sector, and they are tolerated well by plants and havefavourable toxicity to warm-blooded animals. They are active againstnormally sensitive and resistant species and against all or some stagesof development. The abovementioned pests include:

[0079] From the order of the Isopoda, for example Oniscus asellus,Armadillidium vulgare and Porcellio scaber.

[0080] From the order of the Diplopoda, for example Blaniulusguttulatus.

[0081] From the order of the Chilopoda, for example Geophiluscarpophagus and Scutigera spp.

[0082] From the order of the Symphyla, for example Scutigerellaimmaculata.

[0083] From the order of the Thysanura, for example Lepisma saccharina.

[0084] From the order of the Collembola, for example Onychiurus armatus.

[0085] From the order of the Orthoptera, for example Acheta domesticus,Gryllotalpa spp., Locusta migratoria migratorioides, Melanoplus spp. andSchistocerca gregaria.

[0086] From the order of the Blattaria, for example Blatta orientalis,Periplaneta americana, Leucophaea maderae and Blattella germanica.

[0087] From the order of the Dermaptera, for example Forficulaauricularia.

[0088] From the order of the Isoptera, for example Reticulitermes spp.

[0089] From the order of the Phthiraptera, for example Pediculus humanuscorporis, Haematopinus spp., Linognathus spp., Trichodectes spp. andDamalinia spp.

[0090] From the order of the Thysanoptera, for example Hercinothripsfemoralis, Thrips tabaci, Thrips palmi and Frankliniella accidentalis.

[0091] From the order of the Heteroptera, for example Eurygaster spp.,Dysdercus intermedius, Piesma quadrata, Cimex lectularius, Rhodniusprolixus and Triatoma spp.

[0092] From the order of the Homoptera, for example Aleurodes brassicae,Bemisia tabaci, Trialeurodes vaporariorum, Aphis gossypii, Brevicorynebrassicae, Cryptomyzus ribis, Aphis fabae, Aphis pomi, Eriosomalanigerum, Hyalopterus arundinis, Phylloxera vastatrix, Pemphigus spp.,Macrosiphum avenae, Myzus spp., Phorodon humuli, Rhopalosiphum padi,Empoasca spp., Euscelis bilobatus, Nephotettix cincticeps, Lecaniumcorni, Saissetia oleae, Laodelphax striatellus, Nilaparvata lugens,Aonidiella aurantii, Aspidiotus hederae, Pseudococcus spp. and Psyllaspp.

[0093] From the order of the Lepidoptera, for example Pectinophoragossypiella, Bupalus piniarius, Cheimatobia brumata, Lithocolletisblancardella, Hyponomeuta padella, Plutella xylostella, Malacosomaneustria, Euproctis chrysorrhoea, Lymantria spp., Bucculatrixthurberiella, Phyllocnistis citrella, Agrotis spp., Euxoa spp., Feltiaspp., Earias insulana, Heliothis spp., Mamestra brassicae, Panolisflammea, Spodoptera spp., Trichoplusia ni, Carpocapsa pomonella, Pierisspp., Chilo spp., Pyrausta nubilalis, Ephestia kuehniella, Galleriamellonella, Tineola bisselliella, Tinea pellionella, Hofmannophilapseudospretella, Cacoecia podana, Capua reticulana, Choristoneurafumiferana, Clysia ambiguella, Homona magnanima, Tortrix viridana andCnaphalocerus spp.

[0094] From the order of the Coleoptera, for example Anobium punctatum,Rhizopertha dominica, Bruchidius obtectus, Acanthoscelides obtectus,Hylotrupes bajulus, Agelastica alni, Leptinotarsa decemlineata, Phaedoncochleariae, Diabrotica spp., Psylliodes chrysocephala, Epilachnavarivestis, Atomaria spp., Oryzaephilus surinamensis, Anthonomus spp.,Sitophilus spp., Otiorrhynchus sulcatus, Cosmopolites sordidus,Ceuthorrhynchus assimilis, Hypera postica, Dermestes spp., Trogodermaspp., Anthrenus spp., Attagenus spp., Lyctus spp., Meligethes aeneus,Ptinus spp., Niptus hololeucus, Gibbium psylloides, Tribolium spp.,Tenebrio molitor, Agriotes spp., Conoderus spp., Melolontha melolontha,Amphimallon solstitialis and Costelytra zealandica.

[0095] From the order of the Hymenoptera, for example Diprion spp.,Hoplocampa spp., Lasius spp., Monomorium pharaonis and Vespa spp.

[0096] From the order of the Diptera, for example Aedes spp., Anophelesspp., Culex spp., Drosophila melanogaster, Musca spp., Fannia spp.,Calliphora erythrocephala, Lucilia spp., Chrysomyia spp., Cuterebraspp., Gastrophilus spp., Hyppobosca spp., Stomoxys spp., Oestrus spp.,Hypoderma spp., Tabanus spp., Tannia spp., Bibio hortulanus, Oscinellafrit, Phorbia spp., Pegomyia hyoscyami, Ceratitis capitata, Dacus oleae,Tipula paludosa, Hylemyia spp. and Liriomyza spp.

[0097] From the order of the Siphonaptera, for example Xenopsyllacheopis and Ceratophyllus spp.

[0098] From the class of arachnids, for example Scorpio maurus,Latrodectus mactans, Acarus siro, Argas spp., Ornithodoros spp.,Dermanyssus gallinae, Eriophyes ribis, Phyllocoptruta oleivora,Boophilus spp., Rhipicephalus spp., Amblyomma spp., Hyalomma spp.,Ixodes spp., Psoroptes spp., Chorioptes spp., Sarcoptes spp., Tarsonemusspp., Bryobia praetiosa, Panonychus spp., Tetranychus spp.,Hemitarsonemus spp. and Brevipalpus spp.

[0099] The plant-parasitic nematodes include, for example, Pratylenchusspp., Radopholus similis, Ditylenchus dipsaci, Tylenchulussemipenetrans, Heterodera spp., Globodera spp., Meloidogyne spp.,Aphelenchoides spp., Longidorus spp., Xiphinema spp., Trichodorus spp.and Bursaphelenchus spp. The synergistic effect is particularlypronounced if the active compounds in the active compound combinationsare present at certain ratios by weight.

[0100] The ratio of the compounds of the formulae (I) and/or (II)employed and of the compound(s) of the formula (III), and the totalamount of the mixture, depends on the type and the occurrence of theinsects. For each application, the optimum ratios and total amounts tobe employed can in each case be determined by test series. In general,the ratio of the compounds of the formulae (I) and/or (II) and thecompound(s) of the formula (III) is from 1:100 to 100:1, preferably from1:25 to 25:1 and particularly preferably from 1:5 to 5:1. These areparts by weight.

[0101] The active compound mixtures according to the invention can bepresent in their commercial formulations and in the use forms preparedfrom these formulations, in a mixture with other active compounds, suchas insecticides, attractants, sterilants, acaricides, nematicides,fungicides, growth-regulating substances or herbicides. The insecticidesinclude, for example, phosphoric esters, carbamates, carboxylic esters,chlorinated hydrocarbons, phenylureas, substances prepared bymicroorganisms. Specific co-components for mixtures are the insecticidesand fungicides mentioned above.

[0102] Examples of insecticides which may optionally be admixed include:

[0103] phosphoric esters, such as azinphos-ethyl, azinphos-methyl,α-1(4-chlorophenyl)-4-(O-ethyl, S-propyl)phosphoryloxy-pyrazole,chlorpyrifos, coumaphos, demeton, demeton-S-methyl, diazinon,dichlorvos, dimethoate, ethoate, ethoprophos, etrimfos, fenitrothion,fenthion, heptenophas, parathion, parathion-methyl, phosalone, poxim,pirimiphos-ethyl, pirimiphos-methyl, profenofos, prothiofos, sulfprofos,triazophos and trichlorphon;

[0104] carbamates, such as aldicarb, bendiocarb,α-2-(1-methylpropyl)-phenyl methylcarbamate, butocarboxim,butoxycarboxim, carbaryl, carbofuran, carbosulfan, cloethocarb,isoprocarb, methomyl, oxamyl, pirimicarb, promecarb, propoxur andthiodicarb;

[0105] organosilicon compounds, preferably dimethyl(phenyl)silyl-methyl3-phenoxybenzyl ethers, such as dimethyl-(4-ethoxyphenyl)-silylmethyl3-phenoxybenzyl ether or (dimethylphenyl)-silyl-methyl2-phenoxy-6-pyridylmethyl ethers such as, for example,dimethyl-(9-ethoxy-phenyl)-silylmethyl 2-phenoxy-6-pyridylmethyl etheror [(phenyl)-3-(3-phenoxyphenyl)-propyl[(dimethyl)-silanes such as, forexample,(4-ethoxyphen-yl)-[3-(4-fluoro-3-phenoxyphenyl-propyl]dimethyl-silane,silafluofen;

[0106] pyrethroids, such as allethrin, alphamethrin, bioresmethrin,byfenthrin, cycloprothrin, cyfluthirin, decamethrin, cyhalothrin,cypermethrin, deltamethrin, alpha-cyano-3-phenyl-2-methylbenzyl2,2-dimethyl-3-(2-chloro-2-trifluoro-methylvinyl)cyclopropane-carboxylate,fenpropathrin, fenfluthrin, fenvalerate, flucythrinate, flumethrin,fluvalinate, pernethrin, resmethrin and tralomethrin;

[0107] nitroimines and nitromethylenes, such as1-[(6-chloro-3-pyridinyl)-methyl]-4,5-dihydro-N-nitro-1H-imidazole-2-amine(imidacloprid),N-[(6-chloro-3-pyridyl)-methyl]-N²-cyano-N¹-methylacetamide (NI-25);

[0108] abamectin, AC 303, 630, acephate, acrinathrin, alanycarb,aldoxycarb, aldrin, amitraz, azamethiphos, Bacillus thuringiensis,phosmet, phosphamidon, phosphine, prallethrin, propaphos, propetamphos,prothoate, pyraclofos, pyrethrins, pyridaben, pyridafenthion,pyriproxyfen, quinalphos, RH-7988, rotenone, sodium fluoride, sodiumhexafluorosilicate, sulfotep, sulfuryl fluoride, tar oils,teflubenzuron, tefluthrin, temephos, terbufos, tetrachlorvinphos,tetramethrin, O-2-tert-butyl-pyrimidin-5-yl-o-isopropylphosphorothiate,thiocyclam, thiofanox, thiometon, tralomethrin, triflumuron,trimethacarb, vamidothion, Verticillium Lacanii, XMC, xylylcarb,benfuracarb, bensultap, bifenthrin, bioallethrin, MERbioallethrin(S)-cyclopentenyl isomer, bromophos, bromophos-ethyl, buprofezin,cadusafos, calcium polysulphide, carbophenothion, cartap,quinomethionate, chlordane, chlorfenvinphos, chlorfluazuron,chlormephos, chloropicrin, chlorpyrifos, cyanophos, beta-cyfluthrin,alphacypermethrin, cyophenothrin, cyromazine, dazomet, DDT,demeton-S-methylsulphone, diafenthiuron, dialifos, dicrotophos,diflubenzuron, dinoseb, deoxabenzofos, diazacarb, disulfoton, DNOC,empenthrin, endosulfan, EPN, esfenvalerate, ethiofencarb, ethion,etofenprox, fenobucarb, fenoxycarb, fensulfothion, fipronil,flucycloxuron, flufenprox, flufenoxuron, fonofos, formetanate,formothion, fosmethilan, furathiocarb, heptachlor, hexaflumuron,hydramethylnon, hydrogen cyanide, hydroprene, IPSP, isazofos,isofenphos, isoprothiolane, isoxathion, iodfenphos, kadethrin, lindane,malathion, mecarbam, mephosfolan, mercurous chloride, metam,metarthizium, anisopliae, methacrifos, methamidophos, methidathion,methiocarb, methoprene, methoxychlor, methyl isothiocyanate, metholcarb,mevinphos, monocrotophos, naled, Neodiprion sertifer NPV, nicotine,omethoate, oxydemeton-methyl, pentachlorophenol, petroleum oils,phenothrin, phenthoate, phorate.

[0109] The other insecticides that may optionally be admixed may also befrom the class of the compounds of the general formula (I).

[0110] Fungicides which may optionally be admixed are preferably:

[0111] Triazoles such as:

[0112] azaconazole, propiconazole, tebuconazole, cyproconazole,metconazole, amitrole, azocyclotin, BAS 480F, bitertanol,difenoconazole, fenbuconazole, fenchlorazole, fenethanil,fluquinconazole, flusilazole, flutriafol, imibenconazole, isozofos,myclobutanil, paclobutrazol,(±)-cis-1-(4-chlorophenyl)-2-(1H-1,2,4-triazol-1-yl)-cycloheptanol,tetraconazole, triadimefon, triadimenol, triapenthenol, triflumizole,triticonazole, uniconazole and their metal salts and acid adducts.

[0113] Imidazoles such as:

[0114] imazalil, pefurazoate, prochloraz, triflumizole,2-(1-tert-butyl)-1-(2-chlorophenyl)-3-(1,2,4-triazol-1-yl)-propan-2-ol,thiazolecarboxanilides such as2′,6′-dibromo-2-methyl-4-trifluoromethoxy-4′-trifluoromethyl-1,3-thiazole-5-carboxanilide,1-imidazolyl-1-(4′-chlorophenoxy)-3,3-dimethylbutan-2-one and theirmetal salts and acid adducts.

[0115] Methyl(E)-2-[2-[6-(2-cyanophenoxy)pyrimidin-4-yloxy]phenyl]3-methoxyacrylate,methyl(E)-2-[2-[6-(2-thioamidophenoxy)pyrimidin-4-yloxy]phenyl]-3-methoxyacrylate,methyl(1)-2-[2-[6-(2-fluorophenoxy)pyrimidin-4-yloxy]phenyl]-3-methoxyacrylate,methyl(E)-2-[2-[6-(2,6-difluorophenoxy)pyrimidin-4-yloxy]phenyl]-3-methoxyacrylate,methyl (E)-2-[2-[3-(pyrimidin-2-yloxy)phenoxy]phenyl]-3-methoxyacrylate,methyl(E)-2-[2-[3-(5-methylpyrimidin-2-yloxy)-phenoxy]phenyl]-3-methoxyacrylate,methyl(E)-2-[2-[3-(phenyl-sulphonyloxy)phenoxy]phenyl-3-methoxyacrylate,methyl (E)-2-[2-[3-(4-nitrophenoxy)phenoxy]phenyl]-3-methoxyacrylate,methyl (E)-2-[2-phenoxyphenyl]-3-methoxyacrylate, methyl(E)-2-[2-(3,5-dimethyl-benzoyl)pyrrol-1-yl]-3-methoxyacrylate, methyl(E)-2-[2-(3-methoxyphenoxy)phenyl]-3-methoxyacrylate, methyl(E)-2[2-(2-phenylethen-1-yl)-phenyl]-3-methoxyacrylate, methyl(E)-2-[2-(3,5-dichlorophenoxy)pyridin-3-yl]-3-methoxyacrylate, methyl(E)-2-(2-(3-(1,1,2,2-tetrafluoroethoxy)phenoxy)phenyl)-3-methoxyacrylate,methyl(E)-2-(2-[3-(alpha-hydroxybenzyl)phenoxy]phenyl)-3-methoxyacrylate,methyl CE)-2-(2-(4-phenoxypyridin-2-yloxy)phenyl)-3-methoxyacrylate,methyl (E)-2-[2-(3-n-propyloxyphenoxy)phenyl]3-methoxyacrylate, methyl(E)-2-[2-(3-isopropyloxyphenoxy)phenyl]-3-methoxyacrylate, methyl(E)-2-[2-[3-(2-fluorophenoxy)phenoxy]phenyl]-3-methoxyacrylate, methyl(E)-2-[2-(3-ethoxyphenoxy)phenyl]-3-methoxyacrylate, methyl(E)-2-[2-(4-tert-butyl-pyridin-2-yloxy)phenyl]-3-methoxyacrylate, methyl(E)-2-[2-[3-(3-cyanophenoxy)phenoxy]phenyl]-3-methoxyacrylate, methyl(E)-2-[2-[(3-methylpyridin-2-yloxymethyl)phenyl]-3-methoxyacrylate,methyl(E)-2-[2-[6-(2-methylphenoxy)pyrimidin-4-yloxy]phenyl]-3-methoxyacrylate,methyl(E)-2-[2-(5-bromo-pyridin-2-yloxymethyl)phenyl]-3-methoxyacrylate,methyl(E)-2-[2-(3-(3-iodopyridin-2-yloxy)phenoxy)phenyl]-3-methoxyacrylate,methyl(E)-2-[2-[6-(2-chloropyridin-3-yloxy)pyrimidin-4-yloxy]phenyl]-3-methoxyacrylate,methyl(E),(E)-2-[2-(5,6-di-methylpyrazin-2-ylmethyloximinomethyl)phenyl]-3-methoxyacrylate,methyl(E)-2-{2-[6-(6-methylpyridin-2-yloxy)pyrimidin-4-yloxy]phenyl}-3-methoxy-acrylate,methyl(E),(E)-2-{2-(3-methoxyphenyl)methyloximinomethyl]-phenyl}-3-methoxyacrylate,methyl(E)-2-{2-(6-(2-azidophenoxy)-pyrimidin-4-yloxy]phenyl}-3-methoxyacrylate,methyl(E),(E)-2-{2-[6-phenylpyrimidin-4-yl)-methyloximinomethyl]phenyl}-3-methoxyacrylate,methyl(E),(E)-2-{2-[(4-chlorophenyl)-methyloximinomethyl]-phenyl}-3-methoxyacrylate,methyl(E)-2-{2-[6-(2-n-propylphenoxy)-1,3,5-triazin-4-yloxy]phenyl}-3-methoxyacrylate,methyl(g),(E)-2-{2-[(3-nitrophenyl)methyloximinomethyl]phenyl}-3-methoxyacrylate;

[0116] Succinate dehydrogenase inhibitors such as:

[0117] fenfuram, furcarbanil, cyclafluramid, ftirmecyclox, seedvax,metsulfovax, pyrocarbolid, oxycarboxin, shirlan, mebenil (mepronil),benodanil, flutolanil (Moncut);

[0118] naphthalene derivatives such as terbinafine, naftifine,butenafine, 3-chloro-7-(2-aza-2,7,7-trimethyl-oct-3-en-5-ine);

[0119] sulphenamides such as dichlofluanid, tolylfluanid, folpet,fluorfolpet; captan, captofol;

[0120] benzimidazoles such as carbendazim, benomyl, furathiocarb,fuberidazole, thiophonatmethyl, thiabendazole or their salts;

[0121] morpholine derivatives such as fenpropimorph, falimorph,dimethomorph, dodemorph, aldimorph, fenpropidine and theirarylsulphonates, such as, for example, p-toluenesulphonic acid andp-dodecylphenyl-sulphonic acid;

[0122] dithiocarbamates, cufraneb, ferbam, mancopper, mancozeb, maneb,metam, metiram, thiram zeneb, ziram:

[0123] benzothiazoles, such as 2-mercaptobenzothiazole;

[0124] benzamides, such as2,6-dichloro-N-(4-trifluoromethylbenzyl)-benzamide;

[0125] boron compounds, such as boric acid, boric esters, borax;

[0126] formaldehyde and formaldehyde-releasing compounds, such as benzylalcohol mono-(poly)-hemiformal, oxazolidine, hexa-hydro-S-triazines,N-methylolchloroacetamide, paraformaldehyde, nitropyrin, oxolinic acid,tecloftalam;

[0127] tris-N-(cyclohexyldiazeniumdioxy)-aluminium,N-(cyclo-hexyldiazeniumdioxy)-tri-butyltin or K salts,bis-N-(cyclohexyldiazeniumdioxy)-copper, N-methylisothiazolin-3-one,5-chloro-N-methylisothiazolin-3-one,4,5-dichloro-N-octylisothiazolin-3-one, N-octyl-isothiazolin-3-one,4,5-trimethylene-isothiazolinone, 4,5-benzoisothiazolinone,N-methylolchloroacetamide;

[0128] aldehydes, such as cinnamaldehyde, formaldehyde, glutaraldehyde,β-bromo-cinnamaldehyde;

[0129] thiocyanates, such as thiocyanatomethylthiobenzothiazole,methylenebisthiocyanate, and the like;

[0130] quaternary ammonium compounds, such asbenzyldimethyltetradecylammonium chloride,benzyldimethyldodecylanmuonium chloride, didecyldimethylammoniumchloride;

[0131] iodine derivatives, such as diiodomethyl p-tolyl sulphone,3-iodo-2-propinyl alcohol, 4-chlorophenyl-3-iodopropargyl formal,3-bromo-2,3-diiodo-2-propenyl ethylcarbamate, 2,3,3-triiodoallylalcohol, 3-bromo-2,3-diiodo-2-propenyl alcohol, 3-iodo-2-propinyln-butylcarbamate, 3-iodo-2-propinyl n-hexylcarbamate, 3-iodo-2-propinylcyclohexyl-carbamate, 3-iodo-2-propinyl phenylcarbamate;

[0132] phenol derivatives, such as tribromophenol, tetrachlorophenol,3-methyl-4-chlorophenol, 3,5-dimethyl-4-chlorophenol, phenoxyethanol,dichlorophene, o-phenylphenol, m-phenylphenol, p-phenylphenol,2-benzyl-4-chlorophenol and their alkali metal and alkaline earth metalsalts;

[0133] microbicides having an activated halogen group, such aschloroacetamide, bronopol, bronidox, tectamer, such as2-bromo-2-nitro-1,3-propanediol, 2-bromo-4′-hydroxyacetophenone,2,2-dibromo-3-nitrile-propionamide, 1,2-dibromo-2,4-dicyanobutane,β-bromo-β-nitrostyrene;

[0134] pyridines, such as 1-hydroxy-2-pyridinethione (and their Na, Fe,Mn, Zn salts), tetrachloro-4-methylsulphonylpyridine, pyrimethanol,mepanipyrim, dipyrithion,1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1H)-pyridine;

[0135] metal soaps, such as tin naphthenate, copper naphthenate, zincnaphthenate, tin octoate, copper octoate, zinc octoate, tin2-ethylhexanoate, copper 2-ethylhexanoate, zinc 2-ethylhexanoate, tinoleate, copper oleate, zinc oleate, tin phosphate, copper phosphate,zinc phosphate, tin benzoate, copper benzoate and zinc benzoate;

[0136] metal salts, such as copper hydroxycarbonate, sodium dichromate,potassium dichromate, potassium chromate, copper sulphate, copperchloride, copper borate, zinc fluorosilicate, copper fluorosilicate, inparticular mixtures with fixatives;

[0137] oxides, such as tributyltin oxide, Cu₂O, CuO, ZnO;

[0138] dialkyldithiocarbamates, such as Na and Zn salts ofdialkyldithiocarbamates, tetramethylthiuram disulphide, potassiumN-methyl-dithiocarbamate;

[0139] nitriles, such as 2,4,5,6-tetrachloroisophthalodinitrile,disodium cyano-dithioimido-carbamate;

[0140] quinolines, such as 8-hydroxyquinoline, and their Cu salts;

[0141] mucochloric acid, 5-hydroxy-2(5H)-furanone;

[0142] 4,5-dichlorodithiazolinone, 4,5-benzodithiazolinone,4,5-trimethylenedithiazolinone, 4,5-dichloro-(3H)-1,2-dithiol-3-one,3,5-dimethyl-tetrahydro-1,3,5-thiadiazine-2-thione,N-(2-p-chlorobenzoylethyl)-hexaminium chloride, potassiumN-hydroxymethyl-N′-methyl-dithiocarbamate,

[0143] 2-oxo-2-(4-hydroxy-phenyl)acetohydroximic acid chloride,

[0144] phenyl-(2-chloro-cyano-vinyl)sulphone,

[0145] phenyl-(1,2-dichloro-2-cyano-vinyl)sulphone;

[0146] Ag-, Zn- or Cu-containing zeolites, alone or enclosed inpolymeric active compounds, or else mixtures of more than one of theabovementioned fungicides.

[0147] The active compound content of the use forms prepared from thecommercial formulations can vary within wide limits. The active compoundconcentration of the use forms can be from 0.0000001 to 95% by weight ofactive compound, preferably between 0.0001 and 1% by weight.

[0148] The mixtures of active compounds can be converted into thecustomary formulations, such as solutions, emulsions, suspensions,powders, foams, pastes, granules, aerosols, active-compound-impregnatednatural and synthetic materials, very fine encapsulations in polymericsubstances and in coating compositions for seed, furthermore informulations with smokes, such as fumigating cartridges, fumigatingcans, fumigating coils and the like, and also ULV cold fogging and warmmist formulations.

[0149] These formulations are prepared in a known manner, for example bymixing the active compounds with extenders, that is, liquid solvents,pressurized liquefied gases and/or solid carriers, optionally with theuse of surfactants, that is, emulsifiers and/or dispersants, and/orfoam-forming agents. If the extender used is water, it is also possibleto use, for, example, organic solvents as auxiliary solvents. Suitableliquid solvents are essentially: aromatics, such as xylene, toluene oralkylnaphthalenes, chlorinated aromatics or chlorinated aliphatichydrocarbons, such as chlorobenzenes, chloroethylenes or methylenechloride, aliphatic hydrocarbons, such as cyclohexane or paraffins, forexample mineral oil fractions, alcohols, such as butanol or glycol andalso their ethers and esters, ketones, such as acetone, methyl ethylketone, methyl isobutyl ketone or cyclohexanone, strongly polarsolvents, such as dimethylformamide and dimethyl sulphoxide, and alsowater; by liquefied gaseous extenders or carriers are meant liquidswhich are gaseous at ambient temperature and under atmospheric pressure,for example aerosol propellant, such as halogenated hydrocarbons andalso butane, propane, nitrogen and carbon dioxide; suitable solidcarriers are: for example ground natural minerals, such as kaolins,clays, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceousearth, and ground synthetic minerals, such as finely divided silica,alumina and silicates; suitable solid carriers for granules are: forexample crushed and fractionated natural rocks such as calcite, marble,pumice, sepiolite and dolomite, as well as synthetic granules ofinorganic and organic meals, and granules of organic material such assawdust, coconut shells, maize cobs and tobacco stalks; as emulsifiersand/or foam-forming agents there are suitable: for example nonionic andanionic emulsifiers, such as polyoxyethylene fatty acid esters,polyoxyethylene fatty alcohol ethers, for example alkylaryl polyglycolethers, alkylsulphonates, alkyl sulphates, arylsulphonates and alsoprotein hydrolysates; suitable dispersing agents are: for examplelignin-sulphite waste liquors and methylcellulose.

[0150] Tackifiers such as carboxy-methylcellulose and natural andsynthetic polymers in the form of powders, granules or latices, such asgum arabic, polyvinyl alcohol and polyvinyl acetate, and also naturalphospholipids, such as cephalins and lecithins, and syntheticphospholipids, can be used in the formulations. Further additives may bemineral and vegetable oils.

[0151] It is possible to use colorants such as inorganic pigments, forexample iron oxide, titanium oxide and Prussian Blue, and organicdyestuffs, such as alizarin dyestuffs, azo dyestuffs and metalphthalocyanine dyestuffs, and trace nutrients such as salts of iron,manganese, boron, copper, cobalt, molybdenum and zinc.

[0152] The formulations in general comprise between 0.1 and 95 percentby weight of active compound mixture, preferably between 0.5 and 90percent by weight of active compound mixture.

[0153] The mixtures according to the invention can be applied via thesoil.

[0154] The mixtures according to the invention can be applied via theleaf.

[0155] The mixtures according to the invention can be employedparticularly advantageously for seed dressing.

[0156] Furthermore, the mixtures according to the invention canpreferably be applied via the soil.

[0157] Furthermore, it is also possible to apply the mixtures accordingto the invention via an irrigation system, for example via the water forirrigation.

[0158] Furthermore, it has been found that it is also possible to applythe active components of the mixtures according to the inventionseparately, for example, to apply the spinosyn(s), advantageously in theform of a suitable formulation, onto the soil, and to use the compoundor the compounds of the formula (III), advantageously in the form of asuitable formulation, via the leaf, or vice versa.

USE EXAMPLES Example 1

[0159] Activity of Folia-Insecticidal Formulations Against Sucking Pests

[0160] The insecticidal activity was examined using the criticalconcentration test. From each of the test preparations, an aqueousdilution series is made by diluting the individual concentrations by thefactor 5.

[0161] To determine any synergistic activity, weakly activeconcentrations of chloronicotinyl compounds are combined with variousactive compound concentrations of Tracer (Spinosad).

[0162] The test plants used are cabbage plants at the one-leaf stagewhich are infested by Myzus persicae (green peach aphid). The shoots orleaves with the aphids are dipped for approximately 3 seconds into therespective liquors. The experiments are subsequently placed in agreenhouse at 21° C. and 65% relative atmospheric humidity.

[0163] Evaluation for mortality is carried out after 2 and 7 days. TABLE1 Mixtures of compound (IIIa) and Spinosad Myzus persicae oncabbage/kill in % Act. Evaluation after compd. 2 days 7 days conc.Compound Spinosad & Compound Spinosad & (% a.i.) (IIIa) compound (IIIa)compound Spinosad Spinosad 0.0008% a.i. (IIIa) Spinosad 0.0008% a.i.(IIIa) 0.1 0 90 100 0 78 100 0.02 0 90 100 0 78 100 0.004 0 90 100 0 78100 0.0008 0 90 97 0 78 92 0.00016 0 90 95 0 78 86 Compound Compound(IIIa) Spinosad & (IIIa) Spinosad & 0.00016% compound 0.00016% compoundSpinosad Spinosad a.i. (IIIa) Spinosad a.i. (IIIa) 0.1 0 18 95 0 2 990.02 0 18 89 0 2 99 0.004 0 18 86 0 2 80 0.0008 0 18 56 0 2 33 0.00016 018 19 0 2 3 Control 0 0

[0164] TABLE 2 Mixtures of compound (IIIg) and Spinosad Myzus persicaeon cabbage/kill in % Act. Evaluation after compd. 2 days 7 days conc.Compound Spinosad & Compound Spinosad & (% a.i.) (IIIg) compound (IIIg)compound Spinosad Spinosad 0.0008% a.i. (IIIg) Spinosad 0.0008% a.i.(IIIg) 0.1 0 79 100 0 70 100 0.02 0 79 100 0 70 100 0.004 0 79 96 0 7098 0.0008 0 79 90 0 70 91 Compound Compound (IIIg) Spinosad & (IIIg)Spinosad & 0.00016% compound 0.00016% compound Spinosad Spinosad a.i.(IIIg) Spinosad a.i. (IIIg) 0.1 0 0 87 0 0 77 0.02 0 0 85 0 0 98 0.004 00 63 0 0 33 Control 0 0

[0165] TABLE 3 Mixtures of compound (IIIk) and Spinosad Myzus persicaeon cabbage/kill in % Act. Evaluation after compd. 2 days 7 days conc.Compound Spinosad & Compound Spinosad & (% a.i.) (IIIk) compound (IIIk)compound Spinosad Spinosad 0.0008% a.i. (IIIk) Spinosad 0.0008% a.i.(IIIk) 0.1 0 48 100 0 28 100 0.02 0 48 100 0 28 100 0.004 0 48 98 0 28100 0.0008 0 48 97 0 28 99 0.00016 0 48 90 0 28 82 Compound Compound(IIIk) Spinosad & (IIIk) Spinosad & 0.00016% compound 0.00016% compoundSpinosad Spinosad a.i. (IIIk) Spinosad a.i. (IIIk) 0.1 0 10 95 0 2 980.02 0 10 97 0 2 54 0.004 0 10 84 0 2 55 0.0008 0 10 35 0 2 27 Control 00

[0166] TABLE 4 Mixtures of compound (III l) and Spinosad Myzus persicaeon cabbage/kill in % Act. Evaluation after compd. 2 days 7 days conc.Compound Spinosad & Compound Spinosad & (% a.i.) (III l) compound (IIIl) compound Spinosad Spinosad 0.0008% a.i. (III l) Spinosad 0.0008% a.i.(III l) 0.1 0 85 100 0 38 100 0.02 0 85 100 0 38 99 0.004 0 85 100 0 3883 0.0008 0 85 93 0 38 95 0.00016 0 85 83 0 38 53 Compound Compound (IIIl) Spinosad & (III l) Spinosad & 0.00016% compound 0.00016% compoundSpinosad Spinosad a.i. (III l) Spinosad a.i. (III l) 0.1 0 8 94 0 0 940.02 0 8 94 0 0 82 0.004 0 8 93 0 0 54 0.0008 0 8 53 0 0 20 0.00016 0 822 0 0 2 Control 0 0

Example 2

[0167] Critical Concentration Test/Root-Systemic Action Test insect:Aphis fabae Solvent: 4 parts by weight of acetone Emulsifier: 1 part byweight of alkylaryl polyglycol ether

[0168] To produce a suitable preparation of active compound, 1 part byweight of active compound is mixed with a stated amount of solvent, thestated amount of emulsifier is added and the concentrate is diluted withwater to the desired concentration.

[0169] The active compound preparation is mixed intimately with soil.The concentration of the active compound in the preparation is ofvirtually no importance, only the amount by weight of active compoundper unit volume of soil, which is given in ppm (=mg/l), being decisive.The treated soil is filled into 250 ml pots and the pots are plantedwith pre-germinated broad beans. In this manner, the active compound canbe taken up from the soil by the roots of the plants and transportedinto the leaves.

[0170] To demonstrate the root-systemic effect, the leaves are populatedwith the abovementioned test animals after 7 days. After a further 7days, the test is evaluated by estimating the dead animals. Theroot-systemic effect of the active compound is deduced from thedestruction figures. It is 100% when all the test animals have beenkilled and 0% when just as many test insects are still alive as in theuntreated control.

[0171] Active compounds, application rates and results are shown in thetable below: TABLE Root-systemic Aphis fabae Degree of destruction in %at active compound Active compound concentrations Spinosad 40 ppm = 0%compound (IIIa) 0.035 ppm = 50% According to the invention Spinosad + 40ppm + 0.035 ppm = compound (IIIa) 80%

Example 3

[0172] Critical Concentration Test/Root-Systemic Action Test insect:Phaedon cochleariae larvae Solvent: 4 parts by weight of acetoneEmulsifier: 1 part by weight of alkylaryl polyglycol ether

[0173] To produce a suitable preparation of active compound, 1 part byweight of active compound is mixed with the stated amount of solvent,the stated amount of emulsifier is added and the concentrate is dilutedwith water to the desired concentration.

[0174] The active compound preparation is mixed intimately with soil.The concentration of the active compound in the preparation is ofvirtually no importance, only the amount by weight of active compoundper unit volume of soil, which is given in ppm (=mg/l), being decisive.The treated soil is filled into 500 ml pots, 8 cabbage seeds are placedat a depth of approximately 1 cm, the hole is filled and the soilsurface is pressed down gently.

[0175] To demonstrate the root-systemic effect, the leaves are populatedwith the abovementioned test animals after 9 days. After a further 3days, the test is evaluated by estimating the leaf-feeding in thetreated and in the untreated plant. The effect is 100% if, compared withthe untreated control, only little feeding damage is observed; it is 0%when the entire cabbage has been eaten.

[0176] Active compounds, application rates and results are shown in thetable below. TABLE Root-systemic Phaedon cochleariae larvae Degree ofdestruction in % at active compound Active compound concentrationsSpinosad 2.50 ppm = 50% Compound (IIIh) 0.60 ppm = 0% According to theinvention: Spinosad + compound (IIIh) 2.50 ppm + 5.00 ppm = 90% Compound(III l) 2.50 ppm = 0% According to the invention: Spinosad + compound(III l) 2.50 ppm + 2.50 ppm = 90% Compound (IIIe) 5.00 ppm = 0%According to the invention: Spinosad + compound (IIIe) 2.50 ppm + 5.00ppm = 98% Compound (IIIa) 1.25 ppm = 0% According to the invention:Spinosad + compound (IIIa) 2.50 ppm + 1.25 ppm = 80% Compound (IIIk)0.30 ppm = 0% According to the invention: Spinosad + compound (IIIk)2.50 ppm + 0.30 ppm = 80% Compound (IIIg) 0.30 ppm = 50% According tothe invention: Spinosad + compound (IIIg) 2.50 ppm + 0.30 ppm = 80%

1. Compositions for controlling animal pests, comprising asynergistically effective mixture of one or more spinosyns and at leastone agonist or antagonist of nicotinic acetylcholine receptors. 2.Compositions according to claim 1, comprising spinosyns and the agonistor antagonist of nicotinic acetylcholine receptors in a ratio of from1:100 to 100:1.
 3. Use of a synergistically effective mixture ofspinosyns and at least one agonist and antagonist of nicotinicacetylcholine receptors for controlling animal pests.
 4. Process forpreparing pesticides, characterized in that a synergistically effectivemixture of spinosyns and at least one agonist or antagonist of nicotinicacetylcholine receptors is mixed with extenders and/or surfactants. 5.Mixtures according to claim 1 or 2, comprising at least one of thecompounds below